Chemically Non-Innocent Cyclic (Alkyl)(Amino)Carbenes: Ligand Rearrangement, C−H and C−F Bond Activation
A cyclic (alkyl)(amino)carbene (CAAC) was found to undergo unprecedented rearrangements and transformations of its core structure in the presence of Group 1 and 2 metals. Although the carbene was also found to be prone to intramolecular C−H activation, it was competent for intermolecular activation...
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| Veröffentlicht in: | Chemistry : a European journal 2016-08, Vol.22 (32), p.11461-11468 |
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| container_title | Chemistry : a European journal |
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| creator | Turner, Zoë R. |
| description | A cyclic (alkyl)(amino)carbene (CAAC) was found to undergo unprecedented rearrangements and transformations of its core structure in the presence of Group 1 and 2 metals. Although the carbene was also found to be prone to intramolecular C−H activation, it was competent for intermolecular activation of a variety of sp‐, sp2‐, and sp3‐hybridized C−H bonds. Double C−F activation of hexafluorobenzene was also observed in this work. These processes all hold relevance to the role of these carbenes in catalysis, as well as to their use in the synthesis of new and unusual main group or transition metal complexes.
Non‐innocent CAACs: A cyclic (alkyl)(amino)carbene (CAAC) was found to undergo unprecedented rearrangements and transformations of its core structure in the presence of Group 1 and 2 metals. Examples of C−H and C−F activation utilizing the carbene are also reported. |
| doi_str_mv | 10.1002/chem.201602264 |
| format | Article |
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Non‐innocent CAACs: A cyclic (alkyl)(amino)carbene (CAAC) was found to undergo unprecedented rearrangements and transformations of its core structure in the presence of Group 1 and 2 metals. Examples of C−H and C−F activation utilizing the carbene are also reported.</description><subject>Activation</subject><subject>alkaline earth metals</subject><subject>Bonding</subject><subject>CAAC ligands</subject><subject>Carbenes</subject><subject>Catalysis</subject><subject>Chemical bonds</subject><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>Coordination compounds</subject><subject>C−F activation</subject><subject>C−H activation</subject><subject>Ligands</subject><subject>Metal complexes</subject><subject>Metals</subject><subject>non-innocent</subject><subject>Synthesis</subject><subject>Transformations</subject><subject>Transition metals</subject><issn>0947-6539</issn><issn>1521-3765</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><recordid>eNqNkc1uEzEURi0EoqGwZYlGYpNKTPC_Pd2FUdNUCkFCIJaWx_aUaT2eYk9o8waseUSeBEcpEWIBrHwtn-_oWh8AzxGcIQjxa_PZ9TMMEYcYc_oATBDDqCSCs4dgAisqSs5IdQSepHQFIaw4IY_BERaEEyblBPg6Czqjvd8W6yGUFyEMxoWxqLfGd6aYzv311p9M530XhpNax8YFl06LVXepgy3eOx2jDpeuz5lXRf3j2_dlsXvYTYvizZDHuRm7r3rshvAUPGq1T-7Z_XkMPi7OPtTLcvXu_KKer0rDBKOlZdZxSyxtbb4Trq2QRDhDDTGoamFbMSioxJJxKK1tSIO5da6Ftm0a2hJyDKZ7700cvmxcGlXfJeO818ENm6SQJIwTSBn-DxTmFRgVVUZf_oFeDZsY8kcUqqAgDGMi_0plFyRSUp6p2Z4ycUgpulbdxK7XcasQVLti1a5YdSg2B17cazdN7-wB_9VkBqo9cNt5t_2HTtXLs7e_y8t9tkujuztkdbxWXBDB1Kf1uVrwCq1RvVYL8hN82r0f</recordid><startdate>20160801</startdate><enddate>20160801</enddate><creator>Turner, Zoë R.</creator><general>Blackwell Publishing Ltd</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>K9.</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0003-2044-9203</orcidid></search><sort><creationdate>20160801</creationdate><title>Chemically Non-Innocent Cyclic (Alkyl)(Amino)Carbenes: Ligand Rearrangement, C−H and C−F Bond Activation</title><author>Turner, Zoë R.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c5754-d5de6d3d4fd57536ad7837ec4c3c19f0f950748285608ddb3b26deef0dfbb4f33</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>Activation</topic><topic>alkaline earth metals</topic><topic>Bonding</topic><topic>CAAC ligands</topic><topic>Carbenes</topic><topic>Catalysis</topic><topic>Chemical bonds</topic><topic>Chemical synthesis</topic><topic>Chemistry</topic><topic>Coordination compounds</topic><topic>C−F activation</topic><topic>C−H activation</topic><topic>Ligands</topic><topic>Metal complexes</topic><topic>Metals</topic><topic>non-innocent</topic><topic>Synthesis</topic><topic>Transformations</topic><topic>Transition metals</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Turner, Zoë R.</creatorcontrib><collection>Istex</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><jtitle>Chemistry : a European journal</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Turner, Zoë R.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Chemically Non-Innocent Cyclic (Alkyl)(Amino)Carbenes: Ligand Rearrangement, C−H and C−F Bond Activation</atitle><jtitle>Chemistry : a European journal</jtitle><addtitle>Chem. Eur. J</addtitle><date>2016-08-01</date><risdate>2016</risdate><volume>22</volume><issue>32</issue><spage>11461</spage><epage>11468</epage><pages>11461-11468</pages><issn>0947-6539</issn><eissn>1521-3765</eissn><coden>CEUJED</coden><abstract>A cyclic (alkyl)(amino)carbene (CAAC) was found to undergo unprecedented rearrangements and transformations of its core structure in the presence of Group 1 and 2 metals. Although the carbene was also found to be prone to intramolecular C−H activation, it was competent for intermolecular activation of a variety of sp‐, sp2‐, and sp3‐hybridized C−H bonds. Double C−F activation of hexafluorobenzene was also observed in this work. These processes all hold relevance to the role of these carbenes in catalysis, as well as to their use in the synthesis of new and unusual main group or transition metal complexes.
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| ispartof | Chemistry : a European journal, 2016-08, Vol.22 (32), p.11461-11468 |
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| language | eng |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | Activation alkaline earth metals Bonding CAAC ligands Carbenes Catalysis Chemical bonds Chemical synthesis Chemistry Coordination compounds C−F activation C−H activation Ligands Metal complexes Metals non-innocent Synthesis Transformations Transition metals |
| title | Chemically Non-Innocent Cyclic (Alkyl)(Amino)Carbenes: Ligand Rearrangement, C−H and C−F Bond Activation |
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